Messy Wedgie Stories

18,859 results
Orientation
Length
Source
Infinite Scroll

The Holiday Discovery Ch. 05

by tach14 on Mar 27, 2019
Fetish

This story continues after Anna finishes her drive home from the park. Anna sighs deeply as she pulls into her driveway calming down after the events that took place earlier this morning. She gets out of her car and goes inside to change. Taking her dirty jeans and thong off, she pulls on a bikini style pair of pale green panties that are a little small ca...

The Joys of Air Travel

by Voboy on Sep 13, 2017
Loving Wives

Late in the boarding process of Flight 5608 from Phoenix to Chicago, and my husband and I were getting tense. "Come on..." he whispered under his breath, jammed into the space beside the window on my left; I, so much smaller than him, had the middle. The aisle seat on my right was still open, and with each passing boarder we crossed our fingers more tightly...

Window Shopping Ch. 03

by kinki on Sep 4, 2017
Exhibitionist & Voyeur

I struggled awake. I felt so drained, it was a long day. I had drifted off with all the lights on and it was too bright when I tried to open my eyes. I managed to stumble out of the bed. By now it had cooled off and I felt a shiver and grabbed the blanket to wrap around myself. I reached to turn off the overhead lights near the window. Then I heard a knock a...

Jeri Ryan Best Sex Ever

by wwekiller on Sep 12, 2017
Celebrities & Fan Fiction

Jeri loved talking to her fans from her Star Trek days getting wonderful e-mails from them. Sometimes she would meet up with her loyal fans and would do certain things to thank them for their support. The odd striptease blowjob and tit wank would really be a good present for a Trekie and made Jeri feel very happy. There was one guy however who Jeri's heart f...

Return of the Brown Blogger

by Raazor on Sep 21, 2020
Fetish

Weekend At Becky's If you go down in the woods today, you're sure of a big surprise Part One: Brown Eyed Bears Okay, remember how my first scene ended with me throwing up on the camera? Not good, I hear you say. Not so fast, say I. Turns out this was not a career ending move, rather it's the scat equivalent of the money shot. Becky is on the phone and en...

Panty-Wearing Tease Gets... Pt. 02

by prollybadtodo on Sep 16, 2017
Transsexuals & Crossdressers

The funny thing about being trailed by two men into my bedroom while wearing slutty girl clothes creates the desire not to disappoint. The last thing in the world I would want to be seen as is un-sexy. If I'm going to play the part of a desirable little nymph I'm going to do it right. I made it to the top of the stairs as the two horny men slapped at and pla...

Hot Donna Ch. 07

by baremetal on Sep 14, 2017
Loving Wives

We fall into our hotel room moving directly to the bed, Rob is as hard as I have ever known him to be and I am so aroused if he can't satisfy me I going right back to Luke's room and ride his cock till morning. I mount his stiff member and moan with pleasure, the ache between my legs subsides a little. "Oh God Rob it feels so good to have a nice fat cock bu...

Please Play with Me

by pangolin on Aug 19, 2017
Exhibitionist & Voyeur

I was the girl in high school that everyone fucked with. Somehow, word got out amongst my schoolmates that I was the school slut. It wasn't true. Well, not entirely true anyway. I didn't make out with everybody. I gave it up more than most of my friends, but what I really wanted was to be the center of attention. Being "that girl," after all, had its privile...

The Gym

by estragon on Aug 19, 2017
Exhibitionist & Voyeur

This story is racist and sexist...just what you'd expect from a porn site. But since Lit is a higher-class site, the writing is better than you'd find on most porn sites, if I say so myself (because no one else will). Needless to say (but I'll say it anyway), I am not the narrator, although much of this story, if you can call it that, is derived from actual...

Penny's Predicament

by annasslave on Sep 17, 2017
BDSM

Penny was a pretty girl. She was an active brunette and well liked by her many college friends. She did well in school, and many thought she had the life with her freedom, sports car and apartment. She had a best friend named Ashlee and the two were practically inseparable. Ashlee was also a cute girl but nothing compared to her good friend. It was true,...